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腺苷-3’-磷酸 | 84-21-9

中文名称
腺苷-3’-磷酸
中文别名
腺苷-3'-磷酸;腺苷酸;腺苷-3`-磷酸
英文名称
adenosine monophosphate
英文别名
3'-AMP;adenosine 3'-monophosphate;adenosine 3′-monophosphate;3'-adenosine monophosphate;3’-AMP;adenosine-3'-monophosphoric acid;adenosine 3'-phosphate;AMP;3'-Adenylic acid;[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl] dihydrogen phosphate
腺苷-3’-磷酸化学式
CAS
84-21-9
化学式
C10H14N5O7P
mdl
——
分子量
347.224
InChiKey
LNQVTSROQXJCDD-KQYNXXCUSA-N
BEILSTEIN
——
EINECS
——
  • 物化性质
  • 计算性质
  • ADMET
  • 安全信息
  • SDS
  • 制备方法与用途
  • 上下游信息
  • 反应信息
  • 文献信息
  • 表征谱图
  • 同类化合物
  • 相关功能分类
  • 相关结构分类

物化性质

  • 熔点:
    ~210 °C (dec.)
  • 沸点:
    815.5±75.0 °C(Predicted)
  • 密度:
    2.32±0.1 g/cm3(Predicted)
  • 溶解度:
    碱性溶液(微溶,超声),DMSO(微溶),甲醇(微溶)
  • 物理描述:
    Solid
  • 碰撞截面:
    171.18 Ų [M-H]- [CCS Type: DT, Method: single field calibrated with Agilent tune mix (Agilent)]

计算性质

  • 辛醇/水分配系数(LogP):
    -2.7
  • 重原子数:
    23
  • 可旋转键数:
    4
  • 环数:
    3.0
  • sp3杂化的碳原子比例:
    0.5
  • 拓扑面积:
    186
  • 氢给体数:
    5
  • 氢受体数:
    11

安全信息

  • WGK Germany:
    3
  • RTECS号:
    AU7480320

SDS

SDS:fb9755697ec7ddf1ee858eef838b72dd
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制备方法与用途

用途:可作为生产核酸类药物的中间体,以及用于制造保健食品和生化试剂。此外,它还可用于制造腺苷三磷酸、环腺苷酸等多种生化药物。

上下游信息

  • 上游原料
    中文名称 英文名称 CAS号 化学式 分子量
    • 1
    • 2
  • 下游产品
    中文名称 英文名称 CAS号 化学式 分子量

反应信息

  • 作为反应物:
    描述:
    腺苷-3’-磷酸吡啶sodium benzoate 作用下, 生成 [3']adenylic acid monobenzyl ester
    参考文献:
    名称:
    Carbodiimides. VI. The Reaction of Dicyclohexylcarbodiimide with Yeast Adenylic Acid. A New Method for the Preparation of Monoesters of Ribonucleoside 2'- and 3'-Phosphates
    摘要:
    DOI:
    10.1021/ja01642a049
  • 作为产物:
    描述:
    5'-phosphoryladenylyl-(2'-5')-adenylyl-(2'-5')-2',3'-O-(1-methoxyhexadecylidene)adenosine 在 sodium hydroxide 、 alkaline phosphatase 作用下, 以 为溶剂, 反应 18.0h, 生成 腺苷-3’-磷酸
    参考文献:
    名称:
    Pressova, Martina; Smrt, Jiri, Collection of Czechoslovak Chemical Communications, 1989, vol. 54, # 2, p. 487 - 497
    摘要:
    DOI:
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文献信息

  • Harnessing chemical energy for the activation and joining of prebiotic building blocks
    作者:Ziwei Liu、Long-Fei Wu、Jianfeng Xu、Claudia Bonfio、David A. Russell、John D. Sutherland
    DOI:10.1038/s41557-020-00564-3
    日期:2020.11
    harnessed to activate nucleoside phosphates and carboxylic acids through catalysis by acid and 4,5-dicyanoimidazole under mild aqueous conditions. Simultaneous activation of carboxylates and phosphates provides multiple pathways for the generation of reactive intermediates, including mixed carboxylic acid–phosphoric acid anhydrides, for the synthesis of peptidyl–RNAs, peptides, RNA oligomers and primordial
    生命是一个由持续的能量供应维持的失衡系统。在现存的生物学中,主要能源货币 5'-三磷酸腺苷的产生及其在生物分子合成中的应用需要酶。在它们出现之前,可能由简单催化剂辅助的替代能源必须介导羧酸盐和磷酸盐的活化以进行缩合反应。在这里,我们展示了异腈固有的化学能可用于在温和的水性条件下通过酸和 4,5-二氰基咪唑的催化来激活核苷磷酸盐和羧酸。羧酸盐和磷酸盐的同时活化为生成反应性中间体提供了多种途径,包括混合羧酸-磷酸酐,用于合成肽基-RNA,肽、RNA寡聚体和原始磷脂。我们的结果表明,统一的益生元活化化学可以使来自公共池的水溶液中的构件连接起来,并使系统向更高复杂性发展,预示着今天的封装肽-核酸系统。
  • Rapid and highly base selective RNA cleavage by a dinuclear Cu(II) complex
    作者:Shanghao Liu、Andrew D. Hamilton
    DOI:10.1039/a808195f
    日期:——
    A bis-Cu(II) complex based on a covalently linked terpyridine and bipyridine ligand system is shown to rapidly cleave bis-ribonucleotides with remarkable selectivity for adenine bases.
    基于共价连接的吡啶并三吡啶和联吡啶配体系统的二铜(II)配合物,显示出对腺嘌呤基具有显著选择性的双核糖核酸快速切割能力。
  • Characteristics of Psychrophilic Alkaline Phosphatase
    作者:Yoshihiro ISHIDA、Hiroki TSURUTA、Sofia T. TSUNETA、Tomohide UNO、Keiichi WATANABE、Yasuo AIZONO
    DOI:10.1271/bbb.62.2246
    日期:1998.1
    The phosphatase of a psychrophile (Shewanella sp.) was purified by ammonium sulfate fractionation, followed by sequential column chromatographies. The purified enzyme was electrophoretically homogeneous on native- and SDS-PAGE. Its molecular weight was 41,826 by its amino acid composition. The enzyme had its optimal pH for the activity at 9.8, and a broad substrate specificity to dephosphorylate ATP, pyrophosphate, glycerophosphate, and so on. Its activity was increased by metal ions including Mg2+, Mn2+, and Co2+. The maximal activity was observed at 40°C, and the enzyme at 0°C showed 39% of activity at 40°C. The enzyme, however, tended to lose its activity at 20°C and pH 9.8. These results indicated that purified enzyme was an alkaline phosphatase with characteristics; high catalytic efficiency at low temperature and gradual inactivation at an intermediate temperature.
    一种嗜冷菌(希瓦氏菌属)的磷酸酶通过硫酸铵分级分离,随后进行连续的柱层析纯化。纯化后的酶在天然聚丙烯酰胺凝胶电泳和SDS-聚丙烯酰胺凝胶电泳中呈现电泳均一性。根据其氨基酸组成,其分子量为41,826。该酶的最适活性pH值为9.8,对去磷酸化的底物如ATP、焦磷酸盐、甘油磷酸盐等具有广泛的底物特异性。金属离子如Mg²⁺、Mn²⁺和Co²⁺可以增强其活性。最大活性在40°C时被观察到,而在0°C时该酶显示出40°C活性的39%。然而,该酶在20°C和pH 9.8时倾向于失去活性。这些结果表明,纯化后的酶是一种碱性磷酸酶,具有在低温下高催化效率和中温下逐渐失活的特性。
  • Lipid Formulated Compositions and Methods for Inhibiting Expression of Serum Amyloid A Gene
    申请人:de Fougerolles Antonin
    公开号:US20110263684A1
    公开(公告)日:2011-10-27
    The invention relates to a double-stranded ribonucleic acid (dsRNA) targeting a Serum Amyloid A (SAA) gene, and methods of using the dsRNA to inhibit expression of SAA.
    这项发明涉及一种针对血清淀粉样蛋白A(SAA)基因的双链核糖核酸(dsRNA),以及使用该dsRNA抑制SAA表达的方法。
  • Natural Occurrence of 2′,5′-Linked Heteronucleotides in Marine Sponges
    作者:Annika Lopp、Tönu Reintamm、Anne Kuusksalu、Indrek Tammiste、Arno Pihlak、Merike Kelve
    DOI:10.3390/md8020235
    日期:——
    muricata and Chondrilla nucula are able to catalyze in vivo synthesis of 2-5A as well as the synthesis of a series 2',5'-linked heteronucleotides which accompanied high levels of 2',5'-diadenylates. In dephosphorylated perchloric acid extracts of the sponges, these heteronucleotides were identified as A2'p5'G, A2' p5'U, A2'p5'C, G2'p5'A and G2' p5'U. The natural occurrence of 2'-adenylated NAD(+) was also
    2',5'-寡聚腺苷酸合成酶 (OAS) 作为哺乳动物干扰素诱导的抗病毒酶系统的组成部分,催化细胞 ATP 寡聚化为 2',5'-连接的寡聚腺苷酸 (2-5A)。尽管脊椎动物 OAS 在体外条件下已被表征为 2'-核苷酸转移酶,但从未证明 2-5A 以外的 2',5'-寡核苷酸的自然存在。在这里,我们已经证明来自海洋海绵 Thenea muricata 和 Chondrilla nucula 的 OAS 能够催化 2-5A 的体内合成以及一系列 2',5' 连接的杂核苷酸的合成,这些杂核苷酸伴随着高水平的 2', 5'-二腺苷酸。在海绵的去磷酸化高氯酸提取物中,这些异核苷酸被鉴定为 A2'p5'G、A2'p5'U、A2' p5'C、G2'p5'A 和 G2'p5'U。还检测到 2'-腺苷酸化 NAD(+) 的自然发生。体外试验表明,除了 ATP 外,GTP 还是海绵 OAS 的良好底物,尤其是来自
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同类化合物

腺苷-3’-磷酸 胸苷酰-(3'-5')-胸苷氰基乙基磷酰三酯 胸腺嘧啶脱氧核苷3-单磷酸铵盐水合物 胞啶-3'-单磷酸二钠盐 环(腺苷酰(3'-5')尿苷单磷酸酯) 尿苷酸 尿苷溴乙酰甲醇5'-二磷酸酯 尿苷氯乙酰甲醇5'-二磷酸酯 [(2R,3S,4R,5R)-5-(6-氨基嘌呤-9-基)-4-羟基-2-(羟基甲基)四氢呋喃-3-基]苯基磷酸氢酯 N-苯甲酰基-2'-脱氧-3'-胞苷酸2-氯苯基2-氰基乙基酯 8-[(E)-苄亚基氨基]-2'-脱氧腺苷3'-(磷酸二氢酯) 5-甲基-2'-脱氧胞苷-3'-磷酸 3'-(二氢磷酸)鸟嘌呤核苷 3'-(1-丁基磷酰)腺苷 2ˊ-脱氧胞苷-3ˊ-一磷酸 2-脱氧腺苷-3-单磷酸酯*铵 2'-脱氧鸟苷 3'-(磷酸二氢酯) 2'-脱氧腺苷酰-(3'-5')-2'-脱氧腺苷酰-(3'-5)-2'-脱氧腺苷 2'-脱氧-3'-胞苷酸二钠盐 2' -脱氧3' -磷酸游离酸 uridine 3'-(2,2,2-trichloroethyl)phosphate triethylammonium salt 5'-O-pivaloyl-2'-O-(tetrahydropyran-2-yl)uridin-3'-yl 2,2-difluoroethyl isopropyl phosphate 3'-O-(di-tert-butoxyphosphoryl)-6-N-benzoyladenosine 2',5'-di-O-tert-butyldimethylsilyluridine 3'-(2,2,2-trichloroethyl)phosphate α-L-threofuranosyl adenine-3′-monophosphate α-L-threofuranosyl thymine-3′-monophosphate N2-2-nitrobenzen-1-yl-2'-deoxyguanosine-3'-phosphate thymidine 3'-monophosphate 3'-(5'-deoxy-5-fluoro)uridylic acid mono[(2R)-2,3-dihydroxypropyl] ester guanosyl-(3',3')-uridine thymidine 3'-hexadecylphosphate Thymidine 3'-(1,2-dimyristoyl-sn-glycero-3-phosphate) Diethyl 5'-O-(tert-butyldimethylsilyl)-N6,N6-diethyl-2'-deoxyadenosine 3'-phosphate 9-β-D-Arabinofuranosylhypoxanthine-3'-phosphate 3'-Cytidylic acid, N-benzoyl-2'-deoxy-5'-O-(9-phenyl-9H-xanthen-9-yl)-, mono(2-chlorophenyl) ester Niacinamide adenylate 2'-deoxyadenosine-3'-triphosphate dCpdU 1-(O3-phosphono-β-D-arabinofuranosyl)-1H-pyrimidine-2,4-dione 2',5'-Di(tert-butyldimethylsilyl)-3'-(ethyl 4-(hydroxymethyl)phenyl phosphate)uridine 2',5'-Di(tert-butyldimethylsilyl)-3'-(ethyl 4-formylphenyl phosphate)uridine 2',5'-Di(tert-butyldimethylsilyl)-3'-(ethyl vinyl phosphate)uridine 2',5'-Di(tert-butyldimethylsilyl)-3'-(ethyl 4-(fluoromethyl)phenyl phosphate)uridine Phosphoric acid (2R,3R,4R,5R)-4-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-dimethyl-silanyloxymethyl)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 1,2-dibromo-ethyl ester ethyl ester N(6)-(benzoyl)-2'-O-(tert-butyldimethylsilyl)adenosine 3'-(allyl 2-cyanoethyl phosphate) N6-benzoyl-3'-O-[bis(benzyloxy)phosphoryl]-2'-O-(4-methoxybenzyl)adenosine 2'-deoxyguanosine 3'-monophosphate ammonium salt Phosphoric acid dibenzyl ester (2R,3S,5R)-2-hydroxymethyl-5-(6-methylamino-purin-9-yl)-tetrahydro-furan-3-yl ester N6-methyl-2'-deoxyadenosine-3'-phosphate [(2R,3S,5R)-3-[(2,2-dicyano-3-hydroxypropoxy)-(2-methoxyethoxy)phosphoryl]oxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methyl 2,2-dimethylpropanoate